diff --git a/superset-frontend/src/components/ImportModal/ImportModal.test.tsx b/superset-frontend/src/components/ImportModal/ImportModal.test.tsx
index 718d4d63d70..ebae34c9c62 100644
--- a/superset-frontend/src/components/ImportModal/ImportModal.test.tsx
+++ b/superset-frontend/src/components/ImportModal/ImportModal.test.tsx
@@ -34,6 +34,7 @@ const requiredProps = {
   resourceLabel: 'database',
   icon: <StyledIcon name="database" />,
   passwordsNeededMessage: 'Passwords are needed',
+  confirmOverwriteMessage: 'Database exists',
   addDangerToast: () => {},
   addSuccessToast: () => {},
   onModelImport: () => {},
diff --git a/superset-frontend/src/components/ImportModal/index.tsx b/superset-frontend/src/components/ImportModal/index.tsx
index 5b2d1ac8cf7..1de3f75bb7d 100644
--- a/superset-frontend/src/components/ImportModal/index.tsx
+++ b/superset-frontend/src/components/ImportModal/index.tsx
@@ -102,6 +102,7 @@ export interface ImportModelsModalProps {
   resourceLabel: string;
   icon: React.ReactNode;
   passwordsNeededMessage: string;
+  confirmOverwriteMessage: string;
   addDangerToast: (msg: string) => void;
   addSuccessToast: (msg: string) => void;
   onModelImport: () => void;
@@ -116,6 +117,7 @@ const ImportModelsModal: FunctionComponent<ImportModelsModalProps> = ({
   resourceLabel,
   icon,
   passwordsNeededMessage,
+  confirmOverwriteMessage,
   addDangerToast,
   addSuccessToast,
   onModelImport,
@@ -124,9 +126,14 @@ const ImportModelsModal: FunctionComponent<ImportModelsModalProps> = ({
   passwordFields = [],
   setPasswordFields = () => {},
 }) => {
-  const [uploadFile, setUploadFile] = useState<File | null>(null);
   const [isHidden, setIsHidden] = useState<boolean>(true);
+  const [uploadFile, setUploadFile] = useState<File | null>(null);
   const [passwords, setPasswords] = useState<Record<string, string>>({});
+  const [needsOverwriteConfirm, setNeedsOverwriteConfirm] = useState<boolean>(
+    false,
+  );
+  const [confirmedOverwrite, setConfirmedOverwrite] = useState<boolean>(false);
+
   const fileInputRef = useRef<HTMLInputElement>(null);
 
   const clearModal = () => {
@@ -144,7 +151,7 @@ const ImportModelsModal: FunctionComponent<ImportModelsModalProps> = ({
   };
 
   const {
-    state: { passwordsNeeded },
+    state: { alreadyExists, passwordsNeeded },
     importResource,
   } = useImportResource(resourceName, resourceLabel, handleErrorMsg);
 
@@ -152,6 +159,10 @@ const ImportModelsModal: FunctionComponent<ImportModelsModalProps> = ({
     setPasswordFields(passwordsNeeded);
   }, [passwordsNeeded, setPasswordFields]);
 
+  useEffect(() => {
+    setNeedsOverwriteConfirm(alreadyExists.length > 0);
+  }, [alreadyExists]);
+
   // Functions
   const hide = () => {
     setIsHidden(true);
@@ -163,7 +174,7 @@ const ImportModelsModal: FunctionComponent<ImportModelsModalProps> = ({
       return;
     }
 
-    importResource(uploadFile, passwords).then(result => {
+    importResource(uploadFile, passwords, confirmedOverwrite).then(result => {
       if (result) {
         addSuccessToast(t('The import was successful'));
         clearModal();
@@ -177,6 +188,11 @@ const ImportModelsModal: FunctionComponent<ImportModelsModalProps> = ({
     setUploadFile((files && files[0]) || null);
   };
 
+  const confirmOverwrite = (event: React.ChangeEvent<HTMLInputElement>) => {
+    const targetValue = (event.currentTarget?.value as string) ?? '';
+    setConfirmedOverwrite(targetValue.toUpperCase() === t('OVERWRITE'));
+  };
+
   const renderPasswordFields = () => {
     if (passwordFields.length === 0) {
       return null;
@@ -209,6 +225,31 @@ const ImportModelsModal: FunctionComponent<ImportModelsModalProps> = ({
     );
   };
 
+  const renderOverwriteConfirmation = () => {
+    if (alreadyExists.length === 0) {
+      return null;
+    }
+
+    return (
+      <>
+        <StyledInputContainer>
+          <div>{confirmOverwriteMessage}</div>
+          <div className="control-label">
+            <label htmlFor="overwrite">
+              {t('Type "%s" to confirm', t('OVERWRITE'))}
+            </label>
+          </div>
+          <input
+            data-test="overwrite-modal-input"
+            id="overwrite"
+            type="text"
+            onChange={confirmOverwrite}
+          />
+        </StyledInputContainer>
+      </>
+    );
+  };
+
   // Show/hide
   if (isHidden && show) {
     setIsHidden(false);
@@ -218,10 +259,13 @@ const ImportModelsModal: FunctionComponent<ImportModelsModalProps> = ({
     <Modal
       name="model"
       className="import-model-modal"
-      disablePrimaryButton={uploadFile === null}
+      disablePrimaryButton={
+        uploadFile === null || (needsOverwriteConfirm && !confirmedOverwrite)
+      }
       onHandledPrimaryAction={onUpload}
       onHide={hide}
-      primaryButtonName={t('Import')}
+      primaryButtonName={needsOverwriteConfirm ? t('Overwrite') : t('Import')}
+      primaryButtonType={needsOverwriteConfirm ? 'danger' : 'primary'}
       width="750px"
       show={show}
       title={
@@ -249,6 +293,7 @@ const ImportModelsModal: FunctionComponent<ImportModelsModalProps> = ({
         />
       </StyledInputContainer>
       {renderPasswordFields()}
+      {renderOverwriteConfirmation()}
     </Modal>
   );
 };
diff --git a/superset-frontend/src/views/CRUD/chart/ChartList.tsx b/superset-frontend/src/views/CRUD/chart/ChartList.tsx
index 48b8701f717..1e07c03d66a 100644
--- a/superset-frontend/src/views/CRUD/chart/ChartList.tsx
+++ b/superset-frontend/src/views/CRUD/chart/ChartList.tsx
@@ -582,6 +582,9 @@ function ChartList(props: ChartListProps) {
         resourceLabel={t('chart')}
         icon={<StyledIcon name="nav-charts" />}
         passwordsNeededMessage={PASSWORDS_NEEDED_MESSAGE}
+        confirmOverwriteMessage={t(
+          'One or more charts to be imported already exist.',
+        )}
         addDangerToast={addDangerToast}
         addSuccessToast={addSuccessToast}
         onModelImport={handleChartImport}
diff --git a/superset-frontend/src/views/CRUD/dashboard/DashboardList.tsx b/superset-frontend/src/views/CRUD/dashboard/DashboardList.tsx
index 0296a0e5fc5..6254c0b948f 100644
--- a/superset-frontend/src/views/CRUD/dashboard/DashboardList.tsx
+++ b/superset-frontend/src/views/CRUD/dashboard/DashboardList.tsx
@@ -543,6 +543,9 @@ function DashboardList(props: DashboardListProps) {
         resourceLabel={t('dashboard')}
         icon={<StyledIcon name="nav-dashboard" />}
         passwordsNeededMessage={PASSWORDS_NEEDED_MESSAGE}
+        confirmOverwriteMessage={t(
+          'One or more dashboards to be imported already exist.',
+        )}
         addDangerToast={addDangerToast}
         addSuccessToast={addSuccessToast}
         onModelImport={handleDashboardImport}
diff --git a/superset-frontend/src/views/CRUD/data/database/DatabaseList.tsx b/superset-frontend/src/views/CRUD/data/database/DatabaseList.tsx
index 856e35ee5d0..fea9ad4393d 100644
--- a/superset-frontend/src/views/CRUD/data/database/DatabaseList.tsx
+++ b/superset-frontend/src/views/CRUD/data/database/DatabaseList.tsx
@@ -438,6 +438,9 @@ function DatabaseList({ addDangerToast, addSuccessToast }: DatabaseListProps) {
         resourceLabel={t('database')}
         icon={<StyledIcon name="database" />}
         passwordsNeededMessage={PASSWORDS_NEEDED_MESSAGE}
+        confirmOverwriteMessage={t(
+          'One or more databases to be imported already exist.',
+        )}
         addDangerToast={addDangerToast}
         addSuccessToast={addSuccessToast}
         onModelImport={handleDatabaseImport}
diff --git a/superset-frontend/src/views/CRUD/data/dataset/DatasetList.tsx b/superset-frontend/src/views/CRUD/data/dataset/DatasetList.tsx
index 8f86885f770..565541eff78 100644
--- a/superset-frontend/src/views/CRUD/data/dataset/DatasetList.tsx
+++ b/superset-frontend/src/views/CRUD/data/dataset/DatasetList.tsx
@@ -661,6 +661,9 @@ const DatasetList: FunctionComponent<DatasetListProps> = ({
         resourceLabel={t('dataset')}
         icon={<StyledIcon name="table" />}
         passwordsNeededMessage={PASSWORDS_NEEDED_MESSAGE}
+        confirmOverwriteMessage={t(
+          'One or more datasets to be imported already exist.',
+        )}
         addDangerToast={addDangerToast}
         addSuccessToast={addSuccessToast}
         onModelImport={handleDatasetImport}
diff --git a/superset-frontend/src/views/CRUD/hooks.ts b/superset-frontend/src/views/CRUD/hooks.ts
index 14c97ba24c7..fedcc347d1d 100644
--- a/superset-frontend/src/views/CRUD/hooks.ts
+++ b/superset-frontend/src/views/CRUD/hooks.ts
@@ -320,6 +320,7 @@ export function useSingleViewResource<D extends object = any>(
 interface ImportResourceState {
   loading: boolean;
   passwordsNeeded: string[];
+  alreadyExists: string[];
 }
 
 export function useImportResource(
@@ -330,24 +331,51 @@ export function useImportResource(
   const [state, setState] = useState<ImportResourceState>({
     loading: false,
     passwordsNeeded: [],
+    alreadyExists: [],
   });
 
   function updateState(update: Partial<ImportResourceState>) {
     setState(currentState => ({ ...currentState, ...update }));
   }
 
-  const needsPassword = (errMsg: Record<string, Record<string, string[]>>) =>
-    Object.values(errMsg).every(validationErrors =>
-      Object.entries(validationErrors as Object).every(
-        ([field, messages]) =>
-          field === '_schema' &&
-          messages.length === 1 &&
-          messages[0] === 'Must provide a password for the database',
-      ),
+  /* eslint-disable no-underscore-dangle */
+  const isNeedsPassword = (payload: any) =>
+    typeof payload === 'object' &&
+    Array.isArray(payload._schema) &&
+    payload._schema.length === 1 &&
+    payload._schema[0] === 'Must provide a password for the database';
+
+  const isAlreadyExists = (payload: any) =>
+    typeof payload === 'string' &&
+    payload.includes('already exists and `overwrite=true` was not passed');
+
+  const getPasswordsNeeded = (
+    errMsg: Record<string, Record<string, string[]>>,
+  ) =>
+    Object.entries(errMsg)
+      .filter(([, validationErrors]) => isNeedsPassword(validationErrors))
+      .map(([fileName]) => fileName);
+
+  const getAlreadyExists = (errMsg: Record<string, Record<string, string[]>>) =>
+    Object.entries(errMsg)
+      .filter(([, validationErrors]) => isAlreadyExists(validationErrors))
+      .map(([fileName]) => fileName);
+
+  const hasTerminalValidation = (
+    errMsg: Record<string, Record<string, string[]>>,
+  ) =>
+    Object.values(errMsg).some(
+      validationErrors =>
+        !isNeedsPassword(validationErrors) &&
+        !isAlreadyExists(validationErrors),
     );
 
   const importResource = useCallback(
-    (bundle: File, databasePasswords: Record<string, string> = {}) => {
+    (
+      bundle: File,
+      databasePasswords: Record<string, string> = {},
+      overwrite = false,
+    ) => {
       // Set loading state
       updateState({
         loading: true,
@@ -362,6 +390,12 @@ export function useImportResource(
       if (databasePasswords) {
         formData.append('passwords', JSON.stringify(databasePasswords));
       }
+      /* If the imported model already exists the user needs to confirm
+       * that they want to overwrite it.
+       */
+      if (overwrite) {
+        formData.append('overwrite', 'true');
+      }
 
       return SupersetClient.post({
         endpoint: `/api/v1/${resourceName}/import/`,
@@ -370,25 +404,31 @@ export function useImportResource(
         .then(() => true)
         .catch(response =>
           getClientErrorObject(response).then(error => {
-            /* When importing a bundle, if all validation errors are because
-             * the databases need passwords we return a list of the database
-             * files so that the user can type in the passwords and resubmit
-             * the file.
-             */
             const errMsg = error.message || error.error;
-            if (typeof errMsg !== 'string' && needsPassword(errMsg)) {
-              updateState({
-                passwordsNeeded: Object.keys(errMsg),
-              });
+            if (typeof errMsg === 'string') {
+              handleErrorMsg(
+                t(
+                  'An error occurred while importing %s: %s',
+                  resourceLabel,
+                  errMsg,
+                ),
+              );
               return false;
             }
-            handleErrorMsg(
-              t(
-                'An error occurred while importing %s: %s',
-                resourceLabel,
-                JSON.stringify(errMsg),
-              ),
-            );
+            if (hasTerminalValidation(errMsg)) {
+              handleErrorMsg(
+                t(
+                  'An error occurred while importing %s: %s',
+                  resourceLabel,
+                  JSON.stringify(errMsg),
+                ),
+              );
+            } else {
+              updateState({
+                passwordsNeeded: getPasswordsNeeded(errMsg),
+                alreadyExists: getAlreadyExists(errMsg),
+              });
+            }
             return false;
           }),
         )
@@ -399,13 +439,7 @@ export function useImportResource(
     [],
   );
 
-  return {
-    state: {
-      loading: state.loading,
-      passwordsNeeded: state.passwordsNeeded,
-    },
-    importResource,
-  };
+  return { state, importResource };
 }
 
 enum FavStarClassName {